N-substituted-3(10H)-acridones as visible-light photosensitizers for organic photoredox catalysis
作者:Kun Chen、Yong Cheng、Yongzhi Chang、Enqin Li、Qing-Long Xu、Can Zhang、Xiaoan Wen、Hongbin Sun
DOI:10.1016/j.tet.2017.12.019
日期:2018.1
N-Substituted-3(10H)-acridones have been established as visible-light organic photocatalyst. These photosensitizers are efficient for oxidative coupling reaction of N-aryl tetrahydroisoquinolines with various nucleophiles. Notably, N-methyl-3(10H)-acridone (Ia) is stable and can be effectively prepared. It is a water-soluble and atom-economic catalyst, and thus holds promise for green chemical applications
3-Hydroxy-N-methylacridinium iodide (Ac+OH) oxidized alcohols with the aid of potassium t-butoxide, whereas N-methylacridinium iodide (Ac+) could not oxidize alcohols under the same reaction conditions. The results indicate that the 3-hydroxyl group is crucial in modifying an N-methylacridinium nucleus as an NAD+ model oxidizing agent.